Potassium Carbonate → HCID 13478356, compound

HRID 371475Notes

Reaction equation

HRID 371475 reaction equation
C(O)(=O)C.C(O)(=O)C.C(O)(=O)C.[CH3:13][C:14]1[N:19]=[C:18]([NH2:20])[N:17]=[C:16]([NH2:21])[C:15]=1[N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.F[C:29]1[CH:34]=[CH:33][C:32]([S:35]([N:38]([CH3:40])[CH3:39])(=[O:37])=[O:36])=[CH:31][CH:30]=1.[F-].[K+].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[NH2:20][C:18]1[N:17]=[C:16]([NH2:21])[C:15]([N:22]2[CH2:27][CH2:26][N:25]([C:29]3[CH:30]=[CH:31][C:32]([S:35]([N:38]([CH3:40])[CH3:39])(=[O:36])=[O:37])=[CH:33][CH:34]=3)[CH2:24][CH2:23]2)=[C:14]([CH3:13])[N:19]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 522689Potassium FluorideHCID 7993014-fluoro-N,N-dimethylbenzenesulfonamideHCID 20272872HCID 20272872, compound

Product 1

HCID 13478356HCID 13478356, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 10.4 g (0.05 mole) of 6-methyl-5-(1-piperazinyl)-2,4-pyrimidinediamine triacetate, 10.1 g (0.05 mole) of 4-fluoro-N,N-dimethylbenzenesulfonamide, 6.4 g (0.055 mole) of anhydrous potassium fluoride, and 27.6 g (0.2 mole) of powdered potassium carbonate in 100 ml of dimethylsulfoxide was heated at 120° C. for four hours. The reaction mixture was cooled and poured into 300 ml of ice water. The solid was collected and washed with ml of water. Recystallization from N,N-dimethylformamide gave 6.5 g of the product as an off-white solid, mp 301°-304° C.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customThe solid was collected
  3. washwashed with ml of water

Sources & evidence

ORD record
ord-a2efd42ed0834a7695c88e4cdfbf5882
Source dataset
uspto-grants-1985_07
Patent number
US04532240

Reaction notes

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